USD 2,000,000

8 Prospect Avenue is Darien's most desirable in town location! Rarely available, this home with gorgeous custom moldings, hand crafted cabinetry and highest quality built-ins are just the beginning. This sunlit 5 bedroom, 3 full bath home is only minutes to the exciting new Darien town center and easy access to the train. Entering the foyer you turn left into the living room with fireplace which opens onto the private screened in porch, and side patio. A large formal dining room seats many guests and connects to the charming all glass breakfast room. The 1997 addition includes a cooks kitchen and new 2024 refrigerator. Step into the large family room with views of the level landscaped back garden and yard with two-car garage, waterfall an organic garden. Enter mud room from back patio into family room. Full bath, laundry with new W/D add convenience to comfortable living. The second floor is home to the primary bedroom and three other bedrooms and a bath. Off the top of stairs is a generous sleeping porch for two happy beings. The third floor has a large bedroom suite with bath and office. The unfinished basement is set up to show great possibilities with workshop, wine room and exercise room. Enjoy Darien's two public beaches and newly acquired 60 acre ocean front Great Island, all within an hour from NYC.

5 bd

Darien

USD 1,800,000

USD 1,749,000

5,000+ sq ft with 4 full floors of living space! Get away from it all and still be close to everything! 12 minutes to downtown Westport, 9 Minutes to Black Rock Tnpk., 10 minutes to Merritt Parkway. Newly constructed in 2023, 1240 Westport Tnpk. has a walk-out lower level with full bath, perfect in-law/au pair space or 2nd great room, open main floor concept with formal living and dining rooms, kitchen/great room w/fireplace, walk-in pantry, wet bar, 1/2 bath, and sliders to patio, 3rd floor with 3 spacious, en-suite bedrooms, and finished upper level with 1/2 bath. Beautiful patio perfect for outdoor entertaining overlooking private property with extensive stonework that backs up to Brett Woods 186 acre conservation area. Privacy and convenience make this the perfect property.

3 bd

Aspetuck

USD 4,950,000

USD 4,650,000

Welcome to Waters Edge, a luxury new construction condominium direct waterfront destination with a modern coastal aesthetic designed by award-winning architect Bruce Beinfield offering an unparalleled lifestyle with breathtaking views, and direct access to Long Island Sound. Expansive modern-edge balconies and sophisticated details reflect the vision and quality embodied in this magnificent structure. Each room is designed to capture the ever-changing water views. This private enclave is indeed a seaside sanctuary situated in the heart of the coastal village of Rowayton. Features: 2 story home, additional private entrance to green space, living room w/ fireplace, expansive balcony on each floor. Shared owner's features include: Built in gas grill, fire pit, several seating areas, green space, direct dock access and visitor parking.

4 bd

Rowayton

USD 2,350,000

Nestled in the heart of Weston, this timeless country estate is accessed via a private driveway and set on 6.77 secluded acres. Originally built in 1969 and beautifully refurbished in 2017, the stone and wood-shingled main house is a remarkable blend of historic charm and modern luxury. The thoughtful floor plan features a western-facing formal living room w/ fireplace, the perfect spot for enjoying stunning sunsets. Entertaining is a delight in the elegant dining room with its own fireplace, which flows seamlessly into the expansive kitchen which boasts a Calacatta Barerra marble coffee bar, a large center island, high-end stainless steel Bosch appliances, and bay window with a dining area that overlooks the professionally landscaped backyard and patio. Outdoor living is enhanced by a sparkling in-ground fiberglass pool, a cabana, a cozy pergola, and fire pit. The family room, complete with large stone fireplace and built-in bookshelves, provides a warm and welcoming space to unwind. Upstairs, the tranquil primary suite offers a fireplace, sitting area, luxurious five-fixture bath, and a private deck for ultimate relaxation. Two add'l ensuite BRs complete this level. The third floor includes two more BRs and full bath. The property also features an updated 5-stall horse barn with loft, a versatile space that has hosted memorable celebrations and offers endless possibilities. A true masterpiece, this home is a timeless treasure designed to be cherished for generations.

5 bd

3,744 sqft

lot 294,901 sqft

Weston

USD 1,375,000

Legal 3 Family in ideal location. Renovated 1st and 2nd floor. Close to Greenwich Ave, train, shops, restaurants and Bruce Park.

7 bd

Cos Cob

USD 3,850,000

This stunning modern colonial, located on a serene cul-de-sac, offers nearly 4,800sf of luxurious living space just minutes from Tod’s Point beach and the vibrant shops and restaurants of downtown Old Greenwich. This beautifully appointed 5 bed, 4.5 bath home has been recently updated to blend elegance with modern comfort. The heart of the home is a dramatic double-height living room featuring over 20 feet of glass windows that overlook a tranquil, landscaped backyard. The impeccable interiors boast an open floor plan with a large, eat-in gourmet kitchen and 9-foot ceilings throughout the main level, creating a spacious and inviting atmosphere. Upstairs, the updated primary suite serves as a private sanctuary, complete with a vaulted ceiling, private terrace, two walk-in closets, and a luxurious marble bath. The second floor also includes three additional bedrooms and two updated baths, providing ample space for family and guests. A third floor offers a versatile large bedroom or office with a private bath, catering to various lifestyle needs. The extensively finished lower level features a large family room, gym or office space, and a laundry room equipped with a dog bath, adding to the home's convenience and functionality. Outside, a second large private garden with a walking path, specimen trees, and landscape lighting ensures that the property is as breathtaking outside as it is inside. This home’s prime location, modern amenities, and exquisite design make it a rare find in Old Greenwich. Experience the perfect blend of luxury and comfort in this exceptional property.

5 bd

Old Greenwich

USD 4,995,000

Timeless Colonial Estate: A Rare Gem! Welcome to one of the last great estates, offered for the first time in 50 years. This exquisite five- bedroom, four full and two half-bath Colonial is a testament to charm and grace, set on a sprawling 5.7-acre property complete with a pool and a pool house. Situated just a stone's throw from the prestigious Hunt Club polo fields, this family compound offers the rare blend of ultimate privacy with the convenience of proximity to town, train, and shops. As you pass through the private gates, you'll be greeted by a picturesque view that reflects the estate's storied past and timeless elegance. Built in 1955 in the style of renowned architect Cameron Clark, this Colonial showcases classic architectural beauty with its distinctive French doors opening to a magnificent backyard. Here, specimen trees, age-old patios, and gracefully aged stone walls and landscaping create a serene environment only time can bestow. This estate is more than just a home; it's a legacy of luxury and refinement, waiting to be cherished by its next owner. Don't miss this rare opportunity to own a piece of history and enjoy unparalleled privacy and sophistication.

5 bd

5,790 sqft

Westport

USD 3,995,000

Sunlit 3 story shingle style colonial on 4 lovely private acres in back country with pool. Oversized primary suite on the first floor with sitting room, walk in closets and extra large office/ exercise room with vaulted ceiling. 4 large double bedrooms on second floor, 2 bathrooms and sunlit playroom. Expansive living room with fireplace, dining room and large eat in kitchen. Lower-level walkout family room with high ceiling, stone fireplace and wet bar. 2 additional bonus rooms and a full bathroom complete the lower level. Incredible storage throughout. Oversized 3 car garage. Features: - Air Conditioning - Garage

5 bd

70,557 sqft

North Greenwich

USD 4,195,000

29 Grosset Road, in the desirable Willowmere Association, is what Riverside living is all about. A welcoming community, classic coastal New England architecture and peaceful neighborhood on a private cul de sac. This chic sun-filled 5 bedroom colonial on .59 acres has an open floor plan and walls of windows bringing the outside in from every room. Wide doorways provide for a flexible contemporary flow. Formal spaces blend into casual with French doors leading to private backyard with mature plantings and open lawn for play. Exceptional primary suite and 4 additional bedrooms all accessible from front and back stairways. Finished lower level has large rec room and additional area to be customized. Set high in Willowmere, this property is not in the flood zone, but enjoys the Association's amenities including beach, dock and fountain. Just minutes to Riverside school, train and the village on lovely tree line street. Substantial expansion possible. Features: - Air Conditioning - Garage

5 bd

49,105 sqft

Cos Cob

USD 3,985,000

Walk to downtown shops and restaurants from this stunning, reimagined, and rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail and the perfect blend of modern amenities and old-world charm.The entire home has been torn down to the studs and rebuilt, ensuring that every aspect meets the highest standards of quality and craftsmanship. The heart of this home is the gorgeous chef's kitchen, complete w/large island and family room that features accordion glass doors leading to a breathtaking patio w/inground pool, perfect for enjoying the outdoors and entertaining guests. Windows and doors throughout the home, imported from Germany, add an element of sophistication and elegance.Not only are they aesthetically pleasing, but they are also multi-functional, allowing for an abundance of natural light and fresh air to fill the space. The 6000 Sq ft home boasts high-end details and finishes on four levels.5/6 bedrooms and 6 full and 2 half baths incl a TO-DIE-FOR Primary Suite w/vaulted ceiling, stunning spa bath, 2 walk-in closets and a balcony overlooking the pool. There is plenty of room for everyone to have their own private retreat. The property includes an Accessory Dwelling Unit (ADU), ideal for guests, in-laws, or a live-in nanny. Smart home!

4 bd

5,997 sqft

Westport

USD 3,495,000

Charming early American home set on .41 acres in the R-12 zone with 24' of water frontage and private pier. Enjoy waterside leisure in the gazebo, just seconds to your own pier to launch paddle boards/kayaks or take a swim. The 4 bedroom house, dated 1800, was expanded from what was once a one-room schoolhouse (now the living room). Detached garage, a former sugar mill, offers utility and historic charm. This is a unique opportunity to enjoy history or build anew with a cherished waterfront lifestyle in Old Greenwich. Features: - Garage

4 bd

20,624 sqft

Old Greenwich

USD 11,989,000

Imagine waking every morning to some of the most breathtaking water views on the East Coast. "The Sanctuary on Sasco Hill" is one of Fairfield County's most coveted properties. With the Manhattan skyline on the horizon, this gated, ultra-private estate features 6 levels of sun-drenched living and a charming 2-bedroom, 2-bath guest house. Blending intimate spaces with grandeur, the lifestyle allows for family comfort and the luxury of lavish entertainment. Floor-to-ceiling windows, French doors, and wood-burning fireplaces create a warm and inviting atmosphere. Granite patios with limestone railings, strategically placed on every level offer spectacular spaces for outdoor gatherings and moments of unparalleled sunrises and sunsets. The primary suite graces the entirety of the top floor, providing panoramic views from its expansive terrace. Six additional en-suite bedrooms with custom finishes and a large media/playroom occupy the 2nd floor. Enjoy summer afternoons by the inviting oval pool with a large shallow end and a full 9-foot deep end. Stay active on the squash court or swim laps in the indoor pool. The playground and enchanting gardens provide endless outdoor enjoyment. "The Sanctuary on Sasco Hill" is a turn-key property, available fully furnished and ready for immediate occupancy. Here, the seamless blending of indoor and outdoor spaces creates an unparalleled lifestyle of elegance and tranquility. Welcome to the epitome of luxury living only 50 mi from NYC.

8 bd

17,736 sqft

Aspetuck

USD 3,795,000

100 Hanson Rd is an iconic Darien home combining historic charm with spacious modern living. This home boasts 10 ft ceilings, a huge kitchen with Wolf appliances, extensive island, and opens to the family room with built-ins and French doors leading to the covered back patio. Walk through the butler's pantry to the generous dining room, inviting living room with private terrace, and paneled office. Upstairs features 4 bedrooms with oversized closets, three full baths, plus a beautiful primary suite with balcony overlooking the manicured lawn. The 1.73-acre property is impeccably landscaped with thoughtfully designed gardens for year round color. Follow the gravel path to the restored post and beam barn to watch a movie, play pool or entertain in a space that will captivate. This is the perfect house, perfect property, perfect location! Features: - Air Conditioning - Washing Machine - Dishwasher - Balcony

5 bd

51,710 sqft

Darien

USD 1,635,000

Welcome to your October Surprise! Better than new, this modern farmhouse is a custom-built gem, ready for move-in, brimming w/charm & elegance. Impeccably maintained with an open floor plan and soaring high ceilings on both main & upper levels, giving it an airy, spacious feel. Stunning millwork enhances the craftsmanship throughout, adding a touch of timeless beauty. The heart of the home is its fabulous kitchen, complete w/high-end appliances, center island and a large walk-in pantry, perfect for all your culinary adventures. Each bedroom includes the luxury of a private bath, providing comfort & convenience for family and guests alike. A recreation room provides versatility, serving as a hub for relaxation, games, fitness, or hobbies. Whether used for movie nights, golf play or a home gym, this space enhances family bonding & personal well-being. This space adds significant value by providing a multi-functional, personalized environment boosting both enjoyment & convenience within the home. For wine enthusiasts, a cellar adds an element of joy & sophistication, transform your wine hobby from a simple pleasure into a refined, immersive experience. Step outside to a flat, private property designed for relaxation & entertainment. The patio, w/an outdoor kitchen and a cozy fireplace, creates the perfect setting for enjoying cool evenings or hosting gatherings with family & friends. This home blends function w/form providing a seamless & stylish living experience. Features: - Air Conditioning - Garage - SwimmingPool - Washing Machine - Dishwasher

4 bd

53,109 sqft

Cannondale

USD 1,975,000

This impressive home has floor-to-ceiling windows, wood floors and a gas fireplace. The kitchen, with an oversized island and high-end appliances, is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious bathroom with rain shower and dual sinks. Stairs lead to the nearly 600 sq ft private rooftop terrace above! All homes enjoy in-unit laundry & exquisite details. Parking and storage included. Amenities include a sustainably landscaped patio with 45' lap pool & hot tub, grilling area, a health & wellness center, a lounge for meeting with friends and neighbors and a common rooftop terrace. *Some images virtually staged. Ask about taxes. IMMEDIATE OCCUPANCY!

2 bd

Westport

USD 25,500,000

Welcome to Le Beau Chateau, a grand French-style manor house originally built in 1937 on a 52 acre property restored and reimagined by Reed and Delphine Krakoff to perfection. Boasting pedigree, provenance and stunning design, this timeless and priceless estate (formerly owned by copper heiress Huguette Clark) has been magically transformed with a deep respect for its history, and a seamless infusion of bespoke finishes, quiet luxury and comfort connecting with the natural light and views beyond. Surrounded by open meadows, gentle streams and woodlands, the extraordinary property has been thoughtfully enhanced amid rolling lawns, wildflower gardens, specimen trees, a gorgeous pool and tennis court. Also includes 2 cottages; a 2 BR caretakers cottage - 1096 sq ft and an exercise pavilion 1296 sqft. This enchanting compound remains one of Fairfield County's last great private estates.

9 bd

New Canaan

USD 25,500,000

Welcome to Le Beau Chateau, a grand French-style manor house originally built in 1937 on a 52 acre property restored and reimagined by Reed and Delphine Krakoff to perfection. Boasting pedigree, provenance and stunning design, this timeless and priceless estate (formerly owned by copper heiress Huguette Clark) has been magically transformed with a deep respect for its history, and a seamless infusion of bespoke finishes, quiet luxury and comfort connecting with the natural light and views beyond. Surrounded by open meadows, gentle streams and woodlands, the extraordinary property has been thoughtfully enhanced amid rolling lawns, wildflower gardens, specimen trees, a gorgeous pool and tennis court. Also includes 2 cottages; a 2 BR caretakers cottage - 1096 sq ft and an exercise pavilion 1296 sqft. This enchanting compound remains one of Fairfield County's last great private estates.

9 bd

New Canaan

USD 1,895,000

Beautiful level property with appoved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build!

New Canaan

USD 9,188,000

Welcome to 119 Proprietors Crossing, a stunning estate by award-winning architect James E Gearity. Situated on 4 acres, this six-bedroom residence exudes luxury. The Blue Room, with 12-foot ceilings, is an ideal retreat, while the adjacent study with a coffered ceiling includes a secret staircase leading to the primary suite. For grand gatherings, the formal dining room shines under another Baccarat chandelier, and the chef's kitchen is equipped with top notch appliances. The expansive great room, with a 35.5-foot vaulted ceiling and custom hand carved buttresses adds to the grandeur. Upstairs, the primary suite features a Juliet balcony, vaulted ceilings, a gorgeous new bathroom and an 800 sq ft dressing suite. Amenities include a media room, wine grotto, and soon, a pool.

6 bd

New Canaan

USD 1,850,000

Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

New Canaan

USD 5,174,000

Lifetime opportunity to create your own private dream estate on 13 magnificent waterfront acres with gorgeous views. Property includes a variety of flat, wooded and open land with stone walls. A rare country setting on a very large property with close access to lovely New Canaan town and NYC commute. Property combines listings for 469, 531 and 533 North Wilton Road. The Assessment and Taxes are approximate for 3 combined lots.

New Canaan

USD 2,000,000

USD 1,899,000

Welcome to 125 Chestnut Hill Road, Situated securely behind gates and an evergreen lined driveway, this is the perfect remedy for those seeking space and luxury. As you enter the front door, you are greeted by a spacious living room, boasting 20-foot-high ceilings. The first level of the home is designed to satisfy the need for both public and private living, as common spaces flow together, while connecting seamlessly to the outside. The upper level boasts a large primary suite, 4 additional bedrooms and an over sized laundry room. The backyard is both a retreat for entertaining and a sanctuary for peaceful relaxation and is comprised of an outdoor dining area; a large grassy lawn; a garden ;and a heated built in swimming pool. The basement is partially finished and serves as a great recreational area. A private in-law suite comes with it's own living room, kitchen, bedroom and a full bathroom.The home offers ample parking with a circular front driveway, a 3-car double height attached garage and an automatic generator for the entire home. The attic could easily become more living space. 125 Chestnut Hill Road has everything you need and more.

7 bd

4,898 sqft

Long Ridge

USD 5,775,000

Elegant and pristine backcountry Georgian on 4 expansive acres w/ tennis court and large pool w/ spa. Dramatic 2-story entrance opens to great entertainment flow on 1st floor including huge sunny family room w/ fireplace and solarium, custom kitchen w/ French doors to bluestone patio for alfresco dining, versatile living room w/ fireplace, formal dining room w/ fireplace, and home office with built-ins. Generous 2nd floor rooms include luxurious primary suite w/ balcony and private spa overlooking grounds, 3 additional ensuite bedrooms, and large bonus wing with full bathroom and separate stairs. 3rd floor guest suite features full bath and large sitting room. Top-notch quality includes high ceilings and beautiful floors and moldings throughout this gorgeous home.

6 bd

North Greenwich

USD 2,000,000

Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to Build!

New Canaan